2,4,6-Triiodoresorcinol

Base Information

• Chemical Name: 2,4,6-Triiodoresorcinol
• CAS No.: 19403-92-0
• Molecular Formula: C6H3I3O2
• Molecular Weight: 487.802
• Hs Code.: 2908199090
• European Community (EC) Number: 830-425-4
• UNII: RA62C2YQOZ
• DSSTox Substance ID: DTXSID20173023
• Nikkaji Number: J22.292E
• Wikidata: Q27288023
• ChEMBL ID: CHEMBL4303312
• Mol file: 19403-92-0.mol

Synonyms:2,4,6-triiodo-1,3-dihydroxybenzene;2,4,6-triiodoresorcinol;riodoksol;riodoxol

Chemical Property of 2,4,6-Triiodoresorcinol

Chemical Property:

• Vapor Pressure: 0.00497mmHg at 25°C
• Melting Point: 144 °C
• Refractive Index: 1.86
• Boiling Point: 267.3 °C at 760 mmHg
• PKA: 5.96±0.28(Predicted)
• Flash Point: 115.5 °C
• PSA: 40.46000
• Density: 3.198 g/cm³
• LogP: 2.91160
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 487.7267
• Heavy Atom Count: 11
• Complexity: 130

Purity/Quality:

98%Min ^*data from raw suppliers

2,4,6-Triiodoresorcinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=C(C(=C1I)O)I)O)I
• Uses: 2,4,6-Triiodoresorcinol is a iodinated derivative of Resorcinol (R144700), a benzene derivative used as keratolytic and antiseborrheic. Also used in veterinary medicine as a topical antipruritic and antiseptic (has been used as intestinal antiseptic).

Technology Process of 2,4,6-Triiodoresorcinol

There total 19 articles about 2,4,6-Triiodoresorcinol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

recorcinol (108-46-3) → 2,4,6-triiodoresorcinol (19403-92-0)

Guidance literature:

With N,N,N-trimethylbenzenemethanaminium dichloroiodate; calcium carbonate; In methanol; dichloromethane; for 4h; Ambient temperature;

DOI:10.1246/cl.1987.2109

Reference yield: 67.0%

recorcinol (108-46-3) → 2,4,6-triiodoresorcinol (19403-92-0) + 2,4-diiodobenzene-1,3-diol (41046-69-9)

Guidance literature:

With [K(18-crown-6)]ICl₂; potassium carbonate; In acetonitrile; at 25 ℃; for 2h; regioselective reaction;

DOI:10.1039/c0ob00926a

Reference yield: 67.0%

recorcinol (108-46-3) → 2,4,6-triiodoresorcinol (19403-92-0) + 2-iodoresorcinol (41046-67-7)

Guidance literature:

With iodine; sodium hydrogencarbonate; In water;

DOI:10.1016/j.tet.2006.12.034

upstream raw materials:

sodium acetate

acetic acid

recorcinol

2-iodoresorcinol

Downstream raw materials:

styphnic acid

Refernces

• 1、 Brunel, Yves,Rousseau, Gerard. "Iodination of phenols and anilines with bis(sym-collidine)iodine(I) hexafluorophosphate". . p. 8217 - 8220. Retrieved 1995.
• 2、 Weitl. "Regiospecific 2,4-diiodination of resorcinol with nascent iodine.". . p. 2044 - 2045. Retrieved 1976.
• 3、 Mbatia, Hannah W.,Ulloa, Olbelina A.,Kennedy, Daniel P.,Incarvito, Christopher D.,Burdette, Shawn C.. "Iodination of anilines and phenols with 18-crown-6 supported ICl 2-". experimental part. p. 2987 - 2991. Retrieved 2011/06/16.